4-乙酰基-5-[(乙酰基氧基)甲基]-3-甲基-1H-吡咯-2-羧酸乙酯 | 143583-56-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-乙酰基-5-[(乙酰基氧基)甲基]-3-甲基-1H-吡咯-2-羧酸乙酯
• 英文名称: ethyl 5-acetoxymethyl-4-acetyl-3-methylpyrrole-2-carboxylate
• 英文别名: ethyl 4-acetyl-5-[(acetyloxy)methyl]-3-methyl-1H-pyrrole-2-carboxylate；ethyl 4-acetyl-5-(acetyloxymethyl)-3-methyl-1H-pyrrole-2-carboxylate
• CAS: 143583-56-6
• 化学式: C₁₃H₁₇NO₅
• 分子量: 267.282
• InChiKey: RXELAUDTOWNGKR-UHFFFAOYSA-N

物化性质

• 熔点：
  131 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  85.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-乙酰基-5-[(乙酰基氧基)甲基]-3-甲基-1H-吡咯-2-羧酸乙酯 在 Montmorillonite clay K-10 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Chunchatprasert, Laddawan; Jackson, Anthony H.; Rao, K. R. Nagaraja, Journal of Chemical Research, Miniprint, 1992, p. 1970 - 1983

  摘要：

  DOI：
• 作为产物：
  描述：

  3-乙酰基-2,4-二甲基-5-乙氧羰基吡咯 在 磺酰氯 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 4-乙酰基-5-[(乙酰基氧基)甲基]-3-甲基-1H-吡咯-2-羧酸乙酯
  参考文献：
  名称：

  Chunchatprasert, Laddawan; Rao, K. R. Nagaraja; Shannon, Patrick V. R., Journal of the Chemical Society. Perkin transactions I, 1992, # 14, p. 1779 - 1784

  摘要：

  DOI：

文献信息

• Tricyclic derivatives and their use as anti-cancer agents
  申请人：Univ. College Cardiff Consultants

  公开号：US06201129B1

  公开（公告）日：2001-03-13

  A compound having the formula wherein R1 is COOR8 wherein R8 is alkyl having from 1 to 10 carbon atoms or aralkyl, the aralkyl having from one to four carbon atoms in the alkyl portion and a carbocyclic or heterocyclic group in the aryl portion; R2 is H, alkyl having from 1 to 10 carbon atoms, or COOR7 wherein R7 is alkyl having from 1 to 10 carbon atoms; R3 is H, alkyl having from 1 to 10 carbon atoms, or COOR8; R4 is H, alkyl having from 1 to 10 carbon atoms, or COOR8; R5 is H, alkyl having from 1 to 10 carbon atoms, aralkyl having from 1 to 4 carbon atoms in the alkyl portion, aryl having from 1 to 10 carbon atoms, acyl having from 1 to 10 carbon atoms, or COOCH3; and R6 is H or COOCH3; and thereof.

  一种化合物的化学式如下： 其中， R1为COOR8，其中R8为1至10个碳原子的烷基或芳基烷基，芳基烷基的烷基部分有1至4个碳原子，芳基部分为碳环或杂环基团； R2为H，1至10个碳原子的烷基或COOR7，其中R7为1至10个碳原子的烷基； R3为H，1至10个碳原子的烷基或COOR8； R4为H，1至10个碳原子的烷基或COOR8； R5为H，1至10个碳原子的烷基，1至4个碳原子的芳基烷基，1至10个碳原子的芳基，1至10个碳原子的酰基或COOCH3； R6为H或COOCH3。 该化合物及其衍生物。
• Chunchatprasert, Laddawan; Dharmasena, Priyanthi; Oliveira-Campos, Ana M. F., Journal of Chemical Research, Miniprint, 1996, # 2, p. 630 - 678
  作者：Chunchatprasert, Laddawan、Dharmasena, Priyanthi、Oliveira-Campos, Ana M. F.、Queiroz, Maria J. R. P.、Raposo, Maria M. M.、Shannon, Patrick V. R.

  DOI：——

  日期：——
• Anti-tumour heterocycles. Part xiv. A new route to pyrrolo-[3,2-f]indoles and the novel pyrrolo[3,2-f; 4,5-f′]diindole system
  作者：Laddawan Chunchatprasert、Patrick V. R. Shannon

  DOI：10.1039/p19960001787

  日期：——

  Vilsmeier formylation of the dipyrrolylmethane 14a gave the 8-formylpyrrolo[3,2-f]indole 15. Alternatively, condensation of the pyrrole 1a with a variety of 2,3-unsubstituted pyrroles 16a-e in the presence of Montmorillonite K-10 clay gave, in general, the corresponding pyrrolo[3,2-f]indoles 19 and 21a-d. These pyrroloindoles were unambiguously structurally indentified by H-1 NMR spectra and NOE experiments, Amongst the by-products of the reaction were the corresponding pyrrolo [2,3-f]indoles, uncyclised 2-monosubstituted intermediate pyrroles and the 2,3-disubstituted derivatives. Similar results were obtained by replacing the ethyl ester la by the benzyl ester 1b.The pyrrole 1a, with K-10 clay and the tetrahydroindole 24 gave only a very low yield of the spirocyclopentylpyrrolo [1,2-f]indole 25, but with the N-benzyl-4-oxotetrahydroindole 27b gave both the tetrahydropyrrolo[2,3-b]carbazole 28 and its [3,2-b] isomer 29 and other products.]The pyrrole 1a condensed with N-methoxycarbonylpyrrole 32 to give the pyrrolo[3,2-f]indole 33, its isomer 34, the monosubstituted intermediate 35 and the two products 36 and 37 resulting from disubstitution. Both of these (36 and 37) were cyclised with toluene-p-sulfonic acid to the novel pentacyclic pyrrolo[3,2-f;4,5-f']diindole 38.Regiospecific hydrolysis and decarboxylation of the N-methoxycarbonylpyrroloindole 33 gave the 2,3-unsubstituted pyrrolo [3,2-f]indole 21k, which on Vilsmeier formylation gave the 8-formyl derivative 39b.
• Dharmasens, Priyanthi; Oliveira-Campos, Ana-M. R.; Queiroz, Maria-Joao R. P., Journal of Chemical Research, Miniprint, 1996, # 1, p. 316 - 363
  作者：Dharmasens, Priyanthi、Oliveira-Campos, Ana-M. R.、Queiroz, Maria-Joao R. P.、Shannon, Patric V. R.

  DOI：——

  日期：——
• Dharmasena, Priyanthi; Oliveira-Campos, Ana M. F.; Queiroz, Maria J. R. P., Journal of Chemical Research, Miniprint, 1997, # 11, p. 2501 - 2532
  作者：Dharmasena, Priyanthi、Oliveira-Campos, Ana M. F.、Queiroz, Maria J. R. P.、Raposo, M. Manuela M.、Shannon, Patrick V. R.、Webb, Christine M.

  DOI：——

  日期：——